Hydrochloric Acid → Diglycidyl ether

Temperature

60 °C

The starting phenol derivative (10.0 g) of the following formula: ##STR19## and the same R-(-)-epichlorohydrin (18.6 g) as used in Preparation 2, piperidine (367 ml) and dimethylformamide (1 ml) are mixed and stirred at 60° C. for 10 hours. The reaction mixture is distilled under reduced pressure to remove the solvent, and thereto is added acetone (5 ml) and further added dropwise 24 wt. % aqueous sodium hydroxide (1.2 equivalent) with stirring at room temperature, and the mixture is reacted for 30 minutes. The reaction mixture is adjusted to pH 7 with 2N hydrochloric acid and extracted with ethyl acetate. The extract is dried over anhydrous magnesium sulfate and distilled under reduced pressure to remove the solvent. The residue is purified by silica gel chromatography to give S isomer of glycidyl ether (1.58 g) of the following formula: ##STR20##

1. additionare mixed
2. distillationThe reaction mixture is distilled under reduced pressure
3. customto remove the solvent
4. additionis added acetone (5 ml)
5. stirringwith stirring at room temperature
6. customthe mixture is reacted for 30 minutes
7. extractionextracted with ethyl acetate
8. dry with materialThe extract is dried over anhydrous magnesium sulfate
9. distillationdistilled under reduced pressure
10. customto remove the solvent
11. customThe residue is purified by silica gel chromatography

ORD record

ord-cb68f03264f04aa29a0d4d9f361a283c

Source dataset

uspto-grants-1994_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05308540